Hydrochloric Acid → HCID 23459801, compound

Participants

Reaction Steps

6,7,8,9-Tetrahydro-5-hydroxy-4,6-dioxo-10-propyl-4H-naphtho-[2,3-b]pyran-2-carboxylic acid (158 mg; 0.5 mmole) was dissolved in 10 ml of a pH10 buffer made from sodium bicarbonate (0.65 g) sodium carbonate (1.32 g) in water (100 ml). Sodium borohydride (20 mg; 0.53 mmole=2.12 equivalents) was added and the solution was stirred for 1 hour at room temperature and then poured into dilute hydrochloric acid and the yellow solid was filtered off, washed with water and dried in a vacuum oven over phosphoric oxide to yield a pure sample of the title compound (120 mg; 75.5%) mp 245°-9°.

Provenance & Evidence